HU186295B - Process for producing 1,2-dikhloroethan - Google Patents
Process for producing 1,2-dikhloroethan Download PDFInfo
- Publication number
- HU186295B HU186295B HU801361A HU136180A HU186295B HU 186295 B HU186295 B HU 186295B HU 801361 A HU801361 A HU 801361A HU 136180 A HU136180 A HU 136180A HU 186295 B HU186295 B HU 186295B
- Authority
- HU
- Hungary
- Prior art keywords
- ethylene
- chlorine
- reaction
- hydrogen chloride
- moles
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 52
- 238000006243 chemical reaction Methods 0.000 claims description 128
- 239000007789 gas Substances 0.000 claims description 96
- 239000000460 chlorine Substances 0.000 claims description 88
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 87
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims description 77
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 75
- 239000005977 Ethylene Substances 0.000 claims description 75
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 73
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 73
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 61
- 239000003054 catalyst Substances 0.000 claims description 61
- 229910052801 chlorine Inorganic materials 0.000 claims description 61
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 35
- 239000001301 oxygen Substances 0.000 claims description 35
- 229910052760 oxygen Inorganic materials 0.000 claims description 35
- 239000011261 inert gas Substances 0.000 claims description 25
- 239000002245 particle Substances 0.000 claims description 17
- 238000005660 chlorination reaction Methods 0.000 claims description 15
- 238000001816 cooling Methods 0.000 claims description 14
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 12
- 229910052802 copper Inorganic materials 0.000 claims description 12
- 239000010949 copper Substances 0.000 claims description 12
- 238000012546 transfer Methods 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- 239000011949 solid catalyst Substances 0.000 claims description 5
- 239000012320 chlorinating reagent Substances 0.000 claims description 4
- 239000011541 reaction mixture Substances 0.000 claims description 4
- 159000000014 iron salts Chemical class 0.000 claims description 2
- 239000011521 glass Substances 0.000 description 43
- 239000000203 mixture Substances 0.000 description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
- 239000002912 waste gas Substances 0.000 description 23
- UBOXGVDOUJQMTN-UHFFFAOYSA-N 1,1,2-trichloroethane Chemical compound ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 21
- 238000002474 experimental method Methods 0.000 description 20
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 18
- 238000009835 boiling Methods 0.000 description 11
- 238000000354 decomposition reaction Methods 0.000 description 11
- 238000004458 analytical method Methods 0.000 description 10
- 239000012267 brine Substances 0.000 description 10
- 238000004817 gas chromatography Methods 0.000 description 10
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 10
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 241000270295 Serpentes Species 0.000 description 7
- 239000007795 chemical reaction product Substances 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 7
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 6
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 6
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 5
- -1 aliphatic chlorinated hydrocarbons Chemical class 0.000 description 5
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- KFUSEUYYWQURPO-UPHRSURJSA-N cis-1,2-dichloroethene Chemical group Cl\C=C/Cl KFUSEUYYWQURPO-UPHRSURJSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000002826 coolant Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 238000005979 thermal decomposition reaction Methods 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 229910021592 Copper(II) chloride Inorganic materials 0.000 description 3
- 239000002841 Lewis acid Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 150000007517 lewis acids Chemical class 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- KFUSEUYYWQURPO-OWOJBTEDSA-N trans-1,2-dichloroethene Chemical group Cl\C=C\Cl KFUSEUYYWQURPO-OWOJBTEDSA-N 0.000 description 3
- HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
- ONBHUPNUUMQQMW-UHFFFAOYSA-K Cl[Cu](Cl)Cl Chemical compound Cl[Cu](Cl)Cl ONBHUPNUUMQQMW-UHFFFAOYSA-K 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 238000007664 blowing Methods 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- UBAZGMLMVVQSCD-UHFFFAOYSA-N carbon dioxide;molecular oxygen Chemical compound O=O.O=C=O UBAZGMLMVVQSCD-UHFFFAOYSA-N 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 238000004939 coking Methods 0.000 description 2
- 150000001879 copper Chemical class 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 238000011549 displacement method Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 150000002505 iron Chemical class 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- 229910052756 noble gas Inorganic materials 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000005201 scrubbing Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- FARHYDJOXLCMRP-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]pyrazol-3-yl]oxyacetic acid Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(N1CC2=C(CC1)NN=N2)=O)OCC(=O)O FARHYDJOXLCMRP-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical class [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 1
- 239000005751 Copper oxide Chemical class 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 229910052779 Neodymium Inorganic materials 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- BQODPTQLXVVEJG-UHFFFAOYSA-N [O].C=C Chemical compound [O].C=C BQODPTQLXVVEJG-UHFFFAOYSA-N 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910001514 alkali metal chloride Inorganic materials 0.000 description 1
- 229910001617 alkaline earth metal chloride Inorganic materials 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- ANBBXQWFNXMHLD-UHFFFAOYSA-N aluminum;sodium;oxygen(2-) Chemical compound [O-2].[O-2].[Na+].[Al+3] ANBBXQWFNXMHLD-UHFFFAOYSA-N 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- GWXLDORMOJMVQZ-UHFFFAOYSA-N cerium Chemical compound [Ce] GWXLDORMOJMVQZ-UHFFFAOYSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229910000431 copper oxide Chemical class 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000003670 easy-to-clean Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000005243 fluidization Methods 0.000 description 1
- 239000005338 frosted glass Substances 0.000 description 1
- 230000017525 heat dissipation Effects 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000005029 sieve analysis Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 229910001388 sodium aluminate Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/15—Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination
- C07C17/152—Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination of hydrocarbons
- C07C17/156—Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination of hydrocarbons of unsaturated hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19792922375 DE2922375A1 (de) | 1979-06-01 | 1979-06-01 | Verfahren zur herstellung von 1,2-dichlorethan |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HU186295B true HU186295B (en) | 1985-07-29 |
Family
ID=6072273
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU801361A HU186295B (en) | 1979-06-01 | 1980-05-30 | Process for producing 1,2-dikhloroethan |
Country Status (16)
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3044854A1 (de) * | 1980-11-28 | 1982-07-01 | Hoechst Ag, 6000 Frankfurt | "verfahren zur herstellung von 1,2-dichlorethan" |
| DE3106983A1 (de) * | 1981-02-25 | 1982-09-09 | Hoechst Ag, 6000 Frankfurt | "verfahren zur herstellung von 1,2-dichlorethan" |
| FR2641779B1 (fr) * | 1988-12-26 | 1991-04-19 | Atochem | Procede et catalyseur d'oxychloration, leur application a la production du 1-2 dichloroethane |
| US5202511A (en) * | 1989-08-16 | 1993-04-13 | The Dow Chemical Company | Catalyst diluent for oxychlorination process |
| CA2218744A1 (en) * | 1995-06-07 | 1996-12-19 | The Dow Chemical Company | Method of oxychlorination |
| TWI341218B (en) * | 2005-11-14 | 2011-05-01 | Oxy Vinyls Lp | Catalyst compositions and process for oxychlorination |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1402337A (en) * | 1919-05-07 | 1922-01-03 | Us Ind Alcohol Co | Production of halogenated hydrocarbons |
| US2716140A (en) * | 1948-01-15 | 1955-08-23 | Purdue Research Foundation | Fluorine activated chlorination |
| DE1229999B (de) * | 1964-01-31 | 1966-12-08 | Huels Chemische Werke Ag | Verfahren zur Herstellung von 1, 2-Dichloraethan |
| US3488398A (en) * | 1964-04-23 | 1970-01-06 | Goodrich Co B F | Method of preparing 1,2-dichloroethane |
| FR1483132A (fr) * | 1965-07-07 | 1967-06-02 | Pittsburgh Plate Glass Co | Procédé d'oxychloration d'hydrocarbures aliphatiques |
| US3481995A (en) * | 1966-03-24 | 1969-12-02 | Monsanto Co | Ethylene dihalide process |
| US3992463A (en) * | 1967-05-19 | 1976-11-16 | Produits Chimiques Pechiney-Saint Gobain | Oxychlorination of ethylene with a fixed bed catalyst |
| US3642921A (en) * | 1967-05-29 | 1972-02-15 | Ethyl Corp | Manufacture of 1 2-dichloroethane |
| US3679373A (en) * | 1968-12-16 | 1972-07-25 | Ppg Industries Inc | Reactor for use with fluidized beds |
| US3892816A (en) * | 1972-12-19 | 1975-07-01 | Shell Oil Co | Process for oxychlorination of ethylene |
| US4206180A (en) * | 1975-07-14 | 1980-06-03 | Stauffer Chemical Company | Oxychlorination of ethylene |
| JPS5257105A (en) * | 1975-11-04 | 1977-05-11 | Kanegafuchi Chem Ind Co Ltd | Gas phase chlorination process for ethylene |
| DE2733502C3 (de) * | 1977-07-25 | 1980-09-25 | Wacker-Chemie Gmbh, 8000 Muenchen | Verfahren zur Herstellung von 1,2-Dichloräthan aus Äthylen enthaltenden Restgasen, die aus einer Oxychlorierung stammen |
| DE2949530A1 (de) * | 1979-12-08 | 1981-06-11 | Hoechst Ag, 6000 Frankfurt | Verfahren zur herstellung von 1,2-dichlorethan |
-
1979
- 1979-06-01 DE DE19792922375 patent/DE2922375A1/de not_active Withdrawn
-
1980
- 1980-05-22 DE DE8080102856T patent/DE3060546D1/de not_active Expired
- 1980-05-22 EP EP80102856A patent/EP0019863B1/de not_active Expired
- 1980-05-26 ES ES491856A patent/ES491856A0/es active Granted
- 1980-05-28 YU YU01433/80A patent/YU143380A/xx unknown
- 1980-05-29 MX MX182549A patent/MX153700A/es unknown
- 1980-05-30 DD DD80221478A patent/DD151155A5/de not_active IP Right Cessation
- 1980-05-30 NO NO801613A patent/NO151857C/no unknown
- 1980-05-30 HU HU801361A patent/HU186295B/hu not_active IP Right Cessation
- 1980-05-30 SU SU802928849A patent/SU1147247A3/ru active
- 1980-05-30 AR AR281259A patent/AR230980A1/es active
- 1980-05-30 CA CA000353088A patent/CA1148568A/en not_active Expired
- 1980-05-30 CS CS803827A patent/CS221912B2/cs unknown
- 1980-05-30 BR BR8003412A patent/BR8003412A/pt not_active IP Right Cessation
- 1980-05-30 ZA ZA00803244A patent/ZA803244B/xx unknown
- 1980-05-31 JP JP7218480A patent/JPS55164634A/ja active Granted
-
1985
- 1985-08-05 US US06/762,767 patent/US4788358A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA1148568A (en) | 1983-06-21 |
| CS221912B2 (en) | 1983-04-29 |
| AR230980A1 (es) | 1984-08-31 |
| JPH021813B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1990-01-12 |
| MX153700A (es) | 1986-12-19 |
| NO151857B (no) | 1985-03-11 |
| JPS55164634A (en) | 1980-12-22 |
| SU1147247A3 (ru) | 1985-03-23 |
| NO801613L (no) | 1980-12-02 |
| ES8100792A1 (es) | 1980-12-16 |
| DD151155A5 (de) | 1981-10-08 |
| NO151857C (no) | 1985-06-19 |
| ZA803244B (en) | 1981-06-24 |
| ES491856A0 (es) | 1980-12-16 |
| EP0019863B1 (de) | 1982-06-16 |
| DE2922375A1 (de) | 1980-12-11 |
| US4788358A (en) | 1988-11-29 |
| YU143380A (en) | 1982-10-31 |
| DE3060546D1 (en) | 1982-08-05 |
| EP0019863A1 (de) | 1980-12-10 |
| BR8003412A (pt) | 1980-12-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US8058490B2 (en) | Process for the manufacture of 1,2-dichloroethane | |
| US3427359A (en) | Oxychlorination of hydrocarbons and a catalyst therefor | |
| EP1235771B1 (en) | Process for vinyl chloride manufacture from ethane and ethylene with immediate hcl recovery from reactor effluent | |
| US20040152929A1 (en) | Process for vinyl chloride manufacture from ethane and ethylene with air feed and alternative hcl processing methods | |
| US5097081A (en) | Hydrodechlorination of higher chloromethanes | |
| HU186295B (en) | Process for producing 1,2-dikhloroethan | |
| US4329527A (en) | Process for the manufacture of 1,2-dichloroethane | |
| RU2133729C1 (ru) | Способ каталитического оксихлорирования этана до винилхлорида | |
| CA2019913A1 (en) | Production of vinylidene fluoride from 1,1-difluoroethane | |
| EP0501501A1 (en) | Method for the preparation of methyl chloride from carbon tetrachloride and methyl alcohol | |
| JPH0247967B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| CN1034166C (zh) | 用四氯化碳进行乙烯氧氯化合成1，2-二氯乙烷的方法 | |
| HU191344B (en) | Process for preparing 1,2-dichloro-ethane | |
| US3557229A (en) | Oxychlorination of ethane to vinyl chloride | |
| US4986975A (en) | Process for purifying hydrogen chloride from pyrolysis of 1,2-dichloroethane | |
| US7335806B2 (en) | Integrated process for producing 1,2-dichloroethylene | |
| US4482770A (en) | Removal of acetylene from products of 1,2-dichloroethane pyrolysis | |
| JP2655290B2 (ja) | １，２−ジクロロエタン熱分解工程からの未反応１，２−ジクロロエタンの精製法 | |
| TWI299036B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| US3992462A (en) | 1,1,2,2-Tetrachloroethane prepared by oxychlorination of dichloroethylenes | |
| US3542895A (en) | Process for producing ethylene and catalyst therefor | |
| US4148832A (en) | Continuous process for the chlorination of 1,1,1,-trichloroethane or mixtures thereof | |
| US3652640A (en) | Oxyhalogenated process | |
| JPS649969B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| JPH05213798A (ja) | ４−クロロベンゾトリクロライドの製造方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| HU90 | Patent valid on 900628 | ||
| HMM4 | Cancellation of final prot. due to non-payment of fee | ||
| HNF4 | Restoration of lapsed final prot. | ||
| HMM4 | Cancellation of final prot. due to non-payment of fee |